HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(5-Bromo-2-(methylsulfonyl)pyrimidin-4-yl)thiazolo[5,4-c]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | 2-(5-Bromo-2-(methylthio)pyrimidin-4-yl)thiazolo[5,4-c]pyridine | HCID 57428828 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(5-Bromo-2-(methylsulfonyl)pyrimidin-4-yl)thiazolo[5,4-c]pyridine | HCID 60204372 | 82% |
Reaction Steps
A solution of oxone (179 mg, 0.29 mmol) in water (10 mL) was added dropwise to a stirred solution of 2-(5-bromo-2-(methylthio)pyrimidin-4-yl)thiazolo[5,4-c]pyridine (66 mg, 0.19 mmol) in dichloromethane (12 mL) at 0° C. The bright yellow suspension was allowed to warm to r.t. overnight. After 14 h the organic layer was separated, dried over sodium sulfate, filtered and the solvent evaporated in vacuo. The residue was purified by flash chromatography (ethyl acetate/hexane 25:75 to 50:50) to yield 2-(5-bromo-2-(methylsulfonyl)pyrimidin-4-yl)thiazolo[5,4-c]pyridine (59 mg, 82%) as a white amorphous solid. 1H NMR: δ (CDCl3, 400 MHz) 3.47 (s, 3 H), 8.13 (d, J=5.5 Hz, 1 H), 8.79 (d, J=5.5 Hz, 1 H), 9.29 (s, 1 H), 9.39 (s, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858785B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-37d6c3d05eac4999ab170f4f21709598 |
| Source note | uspto-grants-2010_12 |